Featured Fall Trips | Sojourn Bicycling Vacations

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Fall Bike Tours

Bike Tours in Fall: Bike | Hike | Kayak | Wine | Dine | Sail

There are so many reasons to love a Fall Bike Tour. The crisp air of autumn offers a welcome respite from the summer heat, the foliage colors emerge in their full brilliance, and often, destinations are less crowded after the summertime rush of vacationers have headed home.

Looking for Summer? Here are our Summer Bike Tours.
Want to escape the cold of Winter? Here are our Warm Winter Bike Tours.

2026

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Rating

Region

Activity

Month

Featured Silver Comet Trail

Chief Ladiga & Silver Comet Trail Bike Tour- 4 Day

Ride from Alabama to Georgia on Sojourn’s Chief Ladiga and Silver Comet Trail Bike Tour. Enjoy 90 miles of paved, scenic rail trails, boutique lodging, fine dining, and full support. Discover Southern charm, forested paths, and historic trestles on this unforgettable 4-day cycling adventure from Anniston to Atlanta.

4 Days / 3 Nights Easy to Intermediate Trips
mycenae-lion-gate-top

Greece’s Peloponnese Bike Tour

Experience a 6-day Greece bike tour through the stunning Peloponnese. Ride past olive groves, seaside villages, and ancient landmarks like Mycenae and the Theatre of Epidaurus. Explore charming Nafplio, historic Leonidio, and the medieval town of Monemvasia, before relaxing on Elafonisos Island’s turquoise beaches.

6 Days / 5 Nights Intermediate Trips

Maine Bike Tour – Acadia and Bar Harbor

Join Sojourn on a 6 Day Maine Bike Tour in Acadia National Park and Bar Harbor. Ride car-free carriage roads, summit Cadillac Mountain, and bike in the Schoodic Peninsula—seaside villages, lighthouses, and lobster feasts on this unforgettable cycling tour on the Maine Coast.

6 Days / 5 Nights Intermediate Trips
Bike-Tour-Savannah-and-Charleston

Bike Tour Savannah and Charleston

On our Savannah to Charleston bike tour, cycle along a 200-mile stretch of coastal South Carolina and Georgia and enjoy Southern hospitality. This relatively straightforward cycling trip will take you through and around the historic Savannah, GA; gorgeous Beaufort; and Charming Charleston, SC. Explore a region with an aristocratic charm draped in southern hospitality, fascinating history, charming Victorian and Antebellum architectures, delectable cuisine, and a quintessential scenic character.

7 Days / 6 Nights Easy Trips
Natchez-Trace-Bike-Tour

Natchez Trace Bike Tour

Discover Mississippi’s rich past on our Natchez Trace Bike Tour. Starting and ending in Jackson, you’ll ride the historic Natchez Trace Parkway, explore Antebellum mansions, visit Civil War landmarks, and savor authentic Southern cuisine—all while experiencing the region’s legendary hospitality.

6 Days / 5 Nights Easy to Intermediate Trips
Vermont Fall Foliage Bike Tour

Vermont Fall Foliage Bike Tour

Ride one of the World’s 10 Best Bike Tours (Frommer’s) and a Top 5 U.S. Bike Tour (Forbes). Experience Vermont’s peak fall foliage from Lake Champlain Valley to Stowe—covered bridges, Stay at the lakefront Inn at Shelburne Farms, cider, and Smugglers’ Notch—guided by Sojourn’s expert support and boutique lodging.

6 Days / 5 Nights Intermediate Trips
Private-Oregon-Bike-Tour

Oregon Bike Tour – Columbia River Gorge & Willamette Valley

Experience the ultimate Oregon Bike Tour, cycling from Portland to Hood River through the Columbia River Gorge and Willamette Valley. Ride the Historic Columbia River Highway past waterfalls, vineyards, and mountain peaks for an unforgettable Pacific Northwest adventure.

6 Days / 5 Nights Intermediate Trips
Weekend-Vermont-Fall-Foliage-Bike-Tour

Weekend Vermont Fall Foliage Bike Tour

Join us for an unforgettable experience as we adopt the highlights of our award-winning Fall Foliage trip into one fabulous foliage weekend, encompassing the captivating beauty of Stowe and the enchanting Lake Champlain Valley. Take advantage of this opportunity to immerse yourself in the vibrant colors of autumn and create lasting memories.

4 Days / 3 Nights Intermediate Trips
Puglia Bike Tour _ Santa Maria De Lucca

Puglia Bike Tour – Italy’s Untouched Coast

Welcome to Italy’s Puglia – the heel of the boot, along the sun-drenched Adriatic Sea. The luxurious six-day bike trip travels through an agricultural region acclaimed for its exceptional cuisine, stellar landscape, and super-friendly locals. Spend a week biking through the rolling fields of the Itria Valley, perfumed by the Macchia Mediterranea—rosemary, oregano, juniper—to Alberobello, a picture-postcard town of whitewashed conical stone buildings called Trulli, through the unspoiled hilltop Medieval towns, ancient archeological sites and along the glittering Adriatic sea. Soak in the hospitality of 5-star resorts and properties, and enjoy state-of-the-art Sojourn support with our team of local leaders. From Bari, where we pick you up, to Lecce train station, where we drop you off at the end of the trip, discover Puglia in style.

6 Days / 5 Nights Intermediate Trips
Bike-Tour-in-Bryce-Canyon-&-Zion-National-Parks

Bike Tour in Bryce Canyon & Zion National Parks

Welcome to the awe-inspiring crown jewels of the Southwest where you commune with nature amid some of North America’s most magnificent landscapes. Explore Zion’s magnificent sandstone slot canyons and Bryce Canyon’s surreal maze of red spires. Soak up the Old West atmosphere at historic park lodges in the heart of American canyon-lands on this Bryce and Zion National Park Bike Tour.

7 Days / 6 Nights Intermediate Avid Trips
Cape-Cod-Bike-Tour-Massachusetts

Cape Cod Bike Tour – Massachusetts

Experience one of New England’s most beloved seacoast vacation destinations on our Cape Cod bike trip.Artists have long been drawn to the Cape’s landscapes and soft light. Unspoiled sand dunes line beaches for nearly 30 miles along the Cape Cod National Seashore. Charming villages feature historic homes and picturesque harbors that still host working fishing fleets. Country roads and the Cape Cod Rail Trail invite exploration by bicycle.

6 Days / 5 Nights Easy Trips
Bike-and-Barge-Rhine-and-Moselle-Valley

Bike and Barge | Rhine and Moselle Valley | Germany

Join us on a spectacular Rhine Bike & Barge Tour through Germany’s Rhine and Moselle Valley wine regions. Start in Koblenz, where the Moselle meets the Rhine. Explore the Middle Rhine Valley, a UNESCO World Heritage Site with majestic castles and the legendary Loreley Rock. Visit the vibrant town of Mainz and savor the Moselle Valley’s exquisite Riesling wines. Marvel at fairy-tale castles and terraced vineyards, including the enchanting Eltz Castle and the Moselle loop at Bremm. Experience the charm of Beilstein, Traben-Trarbach, and Bernkastel-Kues. Enjoy this while you unpack your bags just once, then kick back and relax in the comfort of your floating home in your upper deck rooms.

8 Days / 7 Nights Easy to Intermediate Trips
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